Catechol (1) and 2-ethoxy-2-ethyl-3-hydroxy-4(1H)-pyridinone (4) derivatives can be oxidized to give ortho-quinone of 1,2-benzoquinone (2) and 2-ethoxy-2-ethyl-1,2(2H)-pyridine 3,4-dione (5) that subsequently dew Mich...Catechol (1) and 2-ethoxy-2-ethyl-3-hydroxy-4(1H)-pyridinone (4) derivatives can be oxidized to give ortho-quinone of 1,2-benzoquinone (2) and 2-ethoxy-2-ethyl-1,2(2H)-pyridine 3,4-dione (5) that subsequently dew Michael addition with nucleophiles. This reaction served a convenient route to synthesize 4,5-disubstituted 1,2-benzoquinones (3a-c) and 6-substituted-3-hydroxy-4(1H)-pyridinones (6a-f).展开更多
Electrochemical oxidation of paracetamol has been studied in the presence of malononitrile as a nucleophile in a phosphate buffer solution （0.15 tool/L, pH 7）, using cyclic voltammetric techniques. The results indic...Electrochemical oxidation of paracetamol has been studied in the presence of malononitrile as a nucleophile in a phosphate buffer solution （0.15 tool/L, pH 7）, using cyclic voltammetric techniques. The results indicated that the N-acetyl-p-benzoquinone-imine derived from paracetamol participates in a 1,4-Michael-ts, pe addition reaction with the malononitrile to form the corresponding paracetamol derivatives （6a, 7a）. The present study has led to the development of a simple, green, non-catalyst and one-pot electrochemical method with high atom economy under mild conditions.展开更多
基金Project supported by the National Natural Science Foundation of China (No. 29872061)Guangdong Science Foundation (No. 980320).
文摘Catechol (1) and 2-ethoxy-2-ethyl-3-hydroxy-4(1H)-pyridinone (4) derivatives can be oxidized to give ortho-quinone of 1,2-benzoquinone (2) and 2-ethoxy-2-ethyl-1,2(2H)-pyridine 3,4-dione (5) that subsequently dew Michael addition with nucleophiles. This reaction served a convenient route to synthesize 4,5-disubstituted 1,2-benzoquinones (3a-c) and 6-substituted-3-hydroxy-4(1H)-pyridinones (6a-f).
基金Semnan University Research Council for financial supports of this work
文摘Electrochemical oxidation of paracetamol has been studied in the presence of malononitrile as a nucleophile in a phosphate buffer solution （0.15 tool/L, pH 7）, using cyclic voltammetric techniques. The results indicated that the N-acetyl-p-benzoquinone-imine derived from paracetamol participates in a 1,4-Michael-ts, pe addition reaction with the malononitrile to form the corresponding paracetamol derivatives （6a, 7a）. The present study has led to the development of a simple, green, non-catalyst and one-pot electrochemical method with high atom economy under mild conditions.
